Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Candace Verified Background Check

Fenced in yard with plenty of room!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"I wish I could give her more stars! Candace and her family are the absolute sweetest. She was so flexible when I changed my drop off/pick up time numerous ... (more)"

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2. Angela Verified Background Check

We’ll Keep Their Tail Waggin

Menomonee Falls, WI, 53051

Dog Boarding

"Angela kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She cl... (more)"

3. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Cindy was great. She was easy to work with and provided daily photos of our pooch and made her welcome in her home and on her couch! I'll definitely use Ci... (more)"

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4. Elizabeth & Matthew Verified Background Check

Come to Louie’s for a sleepover!

Cooper Park, Milwaukee, WI, 53222

Dog Boarding

"Elizabeth and Matthew made our dog Josie feel right at home! She loved playing with Louie and can't wait to go back for a longer stay. Elizabeth sent us pict... (more)"

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5. Eileen & Bruce Verified Background Check

A retired couple that loves to walk

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

"Eileen and Bruce took wonderful care of my chihuahua Jet! They took him for walks, updated me regularly on how he was doing, and sent me pictures! I wouldn’t... (more)"

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6. Melissa Verified Background Check

Dog loving nurse, large fenced yard

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Thank you Melissa! We have three large dogs, including a puppy that stayed with her for three nights. It was such a comfort to know they were in good hands. (more)"

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7. Kaylee Verified Background Check

I'll treat them as my own.

Glendale, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kaylee is Awesome! At first I was concerned that Andrew would not be a good little boy but he warmed up really fast to Kaylee! She provided me with updates ... (more)"

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8. Kirstie Verified Background CheckRover 101

I have had animals all my life!

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kirstie was phenomenal with our puppy right from the start.. her attentiveness to Nika and the overall care for her, and all animals, is apparent and very mu... (more)"

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9. Tori Verified Background Check

Home full time! Dogs are my love!!

Enderis Park, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Tori and Steve did an amazing job with our dog-reactive dog! I cannot say enough good things about them. They truly cared for her. We will definitely be leav... (more)"

Confirmed availability
4th of July
10. Michelle Verified Background CheckRover 101

For the Love of the Dog

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"We had a great experience. We have a large, active dog. He was happy and well cared for by Michelle. He can be anxious sometimes, but seemed very comfortable... (more)"

11. Hayli Verified Background Check

Full fenced yard! Pets are family!

Wauwatosa, WI, 53225

Dog Boarding

"Hayli and Hubby were terrific with our wire Haired-fox terrier Baxter, It was Baxter’s first time being left with anyone outside of Family and by the end of ... (more)"

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12. Olivia & Michael Verified Background Check

Caring for your pup like my own

Cooper Park, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care

"Paco loved staying with Olivia and Michael! When we picked him up he looked like he was one of the family, content to just stay. :-) It was great getting ... (more)"

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13. Margaret Verified Background Check

Love dogs!

Glendale, WI, 53217

Dog Boarding, Dog Walking

"Both you and your dog would be lucky to have Margaret as a sitter! She takes exceptional care of every animal, and truly strives to give them the best sta... (more)"

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14. Lucinda Verified Background CheckRover 101

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Lucinda was amazing with my special needs senior dog. She stayed up all night with him in a storm, and even cleaned out an ear that was bothering him. Coul... (more)"

Confirmed availability
4th of July
15. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jen does a great job taking care of my boy. He's a small guy, and Jen's pets give him a chance to be social with other dogs and have a little fun. I can alwa... (more)"

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16. Meghan Verified Background Check

I’ll love your pup(s) like my own!

Park Knoll, Milwaukee, WI, 53225

Dog Boarding, Doggy Day Care

"Meghan did a great job taking care of our Reba! She sent pictures and videos and we could see that our dog was having a great time. Loved her big back yard, ... (more)"

Confirmed availability
4th of July
17. Kathy Verified Background CheckRover 101

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

"Kathy is great with our dog. He was happy and well cared for during his stay with her. She's got a way with dogs and is very accommodating. (more)"

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18. Valerie Verified Background Check

Mutt Mama <3

Nash Park, Milwaukee, WI, 53222

Dog Boarding

"Pepper loved staying with Val and Bear! I got tons of photos while I was on my trip and knew she was being well loved and taken care of. Val even let me leav... (more)"

Confirmed availability
4th of July
19. MJ Verified Background Check

They'll be loved while you're gone!

Grasslyn Manor, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated ... (more)"

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20. Olivia Verified Background Check

Dog Lover seeing dogs to share!

Grantosa, Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Olivia and her fiance were great with our quirky rescue dog. Brandy can home well cared for and happy. We've already used Olivia twice and plan to book more ... (more)"

Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Silver Spring, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: